GB890834A - New pregnadiene compounds - Google Patents
New pregnadiene compoundsInfo
- Publication number
- GB890834A GB890834A GB7699/58A GB769958A GB890834A GB 890834 A GB890834 A GB 890834A GB 7699/58 A GB7699/58 A GB 7699/58A GB 769958 A GB769958 A GB 769958A GB 890834 A GB890834 A GB 890834A
- Authority
- GB
- United Kingdom
- Prior art keywords
- fluoro
- hydrogen
- acetate
- free
- pregnadien
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises 6a -halopregnadienes of the general formula <FORM:0890834/IV (b)/1> in which R1, R2 and R3 are hydrogen or a free or fractionally converted hydroxyl group, R4 is hydrogen or a methyl group, X1 is hydrogen, chlorine or fluorine, X2 is chlorine or fluorine, and Y is oxo, two hydrogen atoms, or hydrogen and a free or esterified hydroxyl group in a - or b -orientation, at least one of R3 and R4 being different from hydrogen in compounds in which all the substituents R1, R2 and Y are oxygen containing functions. The D 1,4-6-fluoro- and -6-chloropregnadiene-3 : 20-diones are prepared by dehydrogenation of the corresponding D 4-pregnenes in the 1 : 2 - position (a) by use of selenium dioxide or selenious acid preferably in the presence of a tertiary alcohol and a tertiary organic base, (b) by use of microorganisms particularly Fusarium solani, F. caucasicum, Calonectria decora, Alternaria passiflorae, Ophiobolus heterostrophus, Didymella lycopersici, O. miyabeanus and Corynebacterium simplex. Other conversions of the steroid so obtained may be carried out, e.g. esterification, saponification of ester groups, oxidation of 11-hydroxyl groups to 11-oxo. The invention is illustrated by detailed examples. 21-Acetate of 6a -fluoro-16a -hydroxy-cortisone is prepared from the 21-acetate of bis-cycloethylene ketal of 6a -fluoro cortisone via the 21 - acetate of 6a - fluoro - 3, 20 - bis - ethylene - dioxy - D 5,16- pregnadien - 21 - ol - one, the free 21 - ol, 6a - fluoro - A4,16- pregnadien - 21 - ol - 3,11,20-trione, and 6a -fluoro-16a -hydroxycortisone.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MX890834X | 1957-03-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB890834A true GB890834A (en) | 1962-03-07 |
Family
ID=19743137
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7699/58A Expired GB890834A (en) | 1957-03-26 | 1958-03-10 | New pregnadiene compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB890834A (en) |
-
1958
- 1958-03-10 GB GB7699/58A patent/GB890834A/en not_active Expired
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